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5-Hydroxy-3,6,7,4'-tetramethoxyflavone

CAS# 14787-34-9

5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Catalog No. BCN9493----Order now to get a substantial discount!

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5-Hydroxy-3,6,7,4'-tetramethoxyflavone: 5mg $725 In Stock
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Quality Control of 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

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Chemical structure

5-Hydroxy-3,6,7,4'-tetramethoxyflavone

3D structure

Chemical Properties of 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Cas No. 14787-34-9 SDF Download SDF
PubChem ID 5318355 Appearance Yellow powder
Formula C19H18O7 M.Wt 358.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-3,6,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
SMILES COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC
Standard InChIKey ADNCDMHZHONBRR-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)17-19(25-4)16(21)14-12(26-17)9-13(23-2)18(24-3)15(14)20/h5-9,20H,1-4H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

5-Hydroxy-3,6,7,4'-tetramethoxyflavone Dilution Calculator

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5-Hydroxy-3,6,7,4'-tetramethoxyflavone Molarity Calculator

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Preparing Stock Solutions of 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.791 mL 13.9548 mL 27.9096 mL 55.8191 mL 69.7739 mL
5 mM 0.5582 mL 2.791 mL 5.5819 mL 11.1638 mL 13.9548 mL
10 mM 0.2791 mL 1.3955 mL 2.791 mL 5.5819 mL 6.9774 mL
50 mM 0.0558 mL 0.2791 mL 0.5582 mL 1.1164 mL 1.3955 mL
100 mM 0.0279 mL 0.1395 mL 0.2791 mL 0.5582 mL 0.6977 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Compounds from the Fruits of the Popular European Medicinal Plant Vitex agnus-castus in Chemoprevention via NADP(H):Quinone Oxidoreductase Type 1 Induction.[Pubmed:23662135]

Evid Based Complement Alternat Med. 2013;2013:432829.

As part of our continuing efforts in the search for potential biologically active compounds from medicinal plants, we have isolated 18 compounds including two novel nitrogen containing diterpenes from extracts of the fruits of Vitex agnus-castus. These isolates, along with our previously obtained novel compound vitexlactam A (1), were evaluated for potential biological effects, including cancer chemoprevention. Chemically, the nitrogenous isolates were found to be two labdane diterpene alkaloids, each containing an alpha , beta -unsaturated gamma -lactam moiety. Structurally, they were elucidated to be 9 alpha -hydroxy-13(14)-labden-16,15-amide (2) and 6 beta -acetoxy-9 alpha -hydroxy-13(14)-labden-15,16-amide (3), which were named vitexlactams B and C, respectively. The 15 known isolates were identified as vitexilactone (4), rotundifuran (5), 8-epi-manoyl oxide (6), vitetrifolin D (7), spathulenol (8), cis-dihydro-dehydro-diconiferylalcohol-9-O- beta -D-glucoside (9), luteolin-7-O-glucoside (10), 5-hydroxy-3,6,7,4'-tetramethoxyflavone (11), casticin (12), artemetin (13), aucubin (14), agnuside (15), beta -sitosterol (16), p-hydroxybenzoic acid (17), and p-hydroxybenzoic acid glucose ester (18). All compound structures were determined/identified on the basis of 1D and/or 2D NMR and mass spectrometry techniques. Compounds 6, 8, 9, and 18 were reported from a Vitex spieces for the first time. The cancer chemopreventive potentials of these isolates were evaluated for NADP(H):quinone oxidoreductase type 1 (QR1) induction activity. Compound 7 demonstrated promising QR1 induction effect, while the new compound vitexlactam (3) was only slightly active.

Bioactive diterpenes from Callicarpa longissima.[Pubmed:22429052]

J Nat Prod. 2012 Apr 27;75(4):689-93.

Investigation of the leaves and twigs of Callicarpa longissima resulted in the isolation of four new compounds (1-4), callilongisins A-D, and five known compounds, ursolic acid, 3-oxoanticopalic acid, (E)-6beta-hydroxylabda-8(17),13-dien-15-oic acid, 5-hydroxy-3,6,7,4'-tetramethoxyflavone, and artemetin. Compounds 1-3 are 3,4-seco-abietane-type diterpenoids, and compound 4 is an analogue of a labdenoic-type diterpene. The structure of compound 1 was confirmed by X-ray crystallographic analysis. Cytotoxicity against a human prostate cancer cell line (PC3) and anti-inflammatory activities of the isolated compounds were evaluated.

Spasmolytic effects of Scrophularia nodosa extract on isolated rabbit intestine.[Pubmed:22186340]

Pak J Pharm Sci. 2012 Jan;25(1):267-75.

Scrophularia nodosa (figwort), an indigenous medicinal plant grows in moist and cultivated waste ground. It contains saponins, cardioactive glycosides, flavonoids, resin, sugar and organic acids. It is traditionally used for anti-inflammatory purpose and in skin disorders. It has diuretic and cardiac stimulant properties. The present studies were carried out on crude extract of Scrophularia nodosa and its n-hexane, chloroform, ethyl acetate, n-butanol and aqueous fractions. During phytochemical studies seven known compounds of flavonoid nature were isolated from the chloroform fraction of crude extract of S. nodosa. The structures of these compounds were elucidated by spectroscopic (UV, IR, Mass (EIMS, HREIMS) and NMR ((1)H-NMR, (13)C-NMR, DEPT, and (1)H-(1)H, COSY, HMQC, HMBC and NOESY) techniques. Compound 1 was identified as 5, 4`-hydroxy-3, 6, 7-trimethoxyflavone, compound 2 as 5-hydroxy-3,6,7,4'-tetramethoxyflavone, compound 3 as Centaurein, compound 4 as 5-hydroxy-7,8,2',3',4'-pentamethoxyflavone (Serpyllin), compound 5 as Kaempferol 7-O-alpha-L-rhamnopyranoside, compound 6 as sakuranetin 4'-O (6''-O-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside (Vitexoside) and compound 7 as Spinoside. Crude extract and its fractions were tested on isolated rabbit intestine (in vitro) for their effects. The results of crude extract and its fractions in different doses showed the decrease in normal movement of the smooth muscles of rabbit intestine (jejunum). The chloroform fraction showed maximum relaxant effect (77.37%) at 15mg/ml dose and aqueous fraction showed 38.56% spasmogenic response which was not present in the crude extract. Further study was carried out on different fractions to investigate the possible mechanism of action of S. nodosa extract. For this purpose spasmolytic effect of different fractions were compared with agonist and antagonist activities of standard drugs including adrenaline, atropine andacetylcholine (1x10(-2), 1x10(-4) and 10(-6) M conc.). It is concluded that the chemical constituents present in S. nodosa having spasmolytic action are possibly acting through muscarinic receptors.

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